2-Benzyl-3-ethoxy-3-oxopropanoic acid

Base Information

• Chemical Name: 2-Benzyl-3-ethoxy-3-oxopropanoic acid
• CAS No.: 2985-39-9
• Molecular Formula: C12H14 O4
• Molecular Weight: 222.241
• DSSTox Substance ID: DTXSID90387256
• Nikkaji Number: J1.189.081D
• Mol file: 2985-39-9.mol

Synonyms:2-benzyl-3-ethoxy-3-oxopropanoic acid;2985-39-9;2-(Ethoxycarbonyl)-3-phenylpropanoic acid;2-benzyl-malonic acid monoethyl ester;Benzylmalonic acid monoethyl ester;ChemDiv2_000510;2-BENZYL-MALONICACIDMONOETHYLESTER;Oprea1_084437;SCHEMBL467987;Benzylmalonic acid 1-ethyl ester;DTXSID90387256;KDDBSOXJYRJAGU-UHFFFAOYSA-N;HMS1370H04;benzylmalonic acid mono ethyl ester;Ethyl 2-carboxy-3-phenylpropionate;2-benzyl-3-ethoxy-3-oxopropanoicacid;AKOS001631817;BS-51900;CS-0151881;J-506413

Chemical Property of 2-Benzyl-3-ethoxy-3-oxopropanoic acid

Chemical Property:

• Boiling Point: 356.7±30.0 °C(Predicted)
• PKA: 3.48±0.10(Predicted)
• PSA: 63.60000
• Density: 1.189±0.06 g/cm3(Predicted)
• LogP: 1.49300
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 243

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC1=CC=CC=C1)C(=O)O

Technology Process of 2-Benzyl-3-ethoxy-3-oxopropanoic acid

There total 12 articles about 2-Benzyl-3-ethoxy-3-oxopropanoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

diethyl 2-benzylmalonate (607-81-8) → 2-benzylmalonic acid monoethyl ester (2985-39-9,175521-78-5)

Guidance literature:

With potassium hydroxide; In ethanol; for 5h; Ambient temperature;

DOI:10.3987/COM-97-S24

Reference yield: 74.0%

dibenzylmalonic acid diethyl ester (597-55-7) → 2-benzylmalonic acid monoethyl ester (2985-39-9,175521-78-5)

Guidance literature:

dibenzylmalonic acid diethyl ester; With N¹,N¹,N¹²,N¹²-tetramethyl-7,8-dihydro-6H-dipyrido[1,2-a:2,1'-c][1,4]diazepine-2,12-diamine; In N,N-dimethyl-formamide; at 20 ℃; for 72h; Inert atmosphere; Glovebox; UV-irradiation;

With hydrogenchloride; In water; at 0 ℃; pH=< 3; chemoselective reaction; Inert atmosphere;

DOI:10.1021/ja4050168

Reference yield: 69.0%

ethanol (64-17-5) + diethyl 2-benzylmalonate (607-81-8) → 2-benzylmalonic acid monoethyl ester (2985-39-9,175521-78-5)

Guidance literature:

ethanol; diethyl 2-benzylmalonate; With potassium hydroxide; In water; at 18 - 25 ℃;

With hydrogenchloride; In water;

DOI:10.1021/acs.orglett.9b02291

upstream raw materials:

diethyl 2-benzylmalonate

benzyl bromide

diethyl malonate

piperidine

Downstream raw materials:

2-benzyl-malonamic acid ethyl ester

ethyl 2-(chlorocarbonyl)-3-phenylpropanoate

rac-N-benzyloxycarbonyl-phenylalanine ethyl ester

3-Phenyl-2-piperidin-2-yl-propionic acid ethyl ester